Bis(2-ethylhexyl) adipate

Details

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Internal ID 7df142ba-a2b6-456c-abcd-b00ca76e8efc
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
IUPAC Name bis(2-ethylhexyl) hexanedioate
SMILES (Canonical) CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC
SMILES (Isomeric) CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC
InChI InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3
InChI Key SAOKZLXYCUGLFA-UHFFFAOYSA-N
Popularity 377 references in papers

Physical and Chemical Properties

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Molecular Formula C22H42O4
Molecular Weight 370.60 g/mol
Exact Mass 370.30830982 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.07
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 17

Synonyms

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103-23-1
Di(2-ethylhexyl) adipate
Diethylhexyl adipate
DEHA
Di(2-ethylhexyl)adipate
Bis(2-ethylhexyl)hexanedioate
Bis(2-ethylhexyl) hexanedioate
Plastomoll DOA
BEHA
Vestinol OA
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Bis(2-ethylhexyl) adipate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9761 97.61%
Caco-2 + 0.6620 66.20%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7773 77.73%
OATP2B1 inhibitior - 0.8516 85.16%
OATP1B1 inhibitior + 0.8835 88.35%
OATP1B3 inhibitior + 0.9526 95.26%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8308 83.08%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.8692 86.92%
CYP3A4 substrate - 0.5817 58.17%
CYP2C9 substrate + 0.5942 59.42%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.9003 90.03%
CYP2C9 inhibition - 0.9083 90.83%
CYP2C19 inhibition - 0.9078 90.78%
CYP2D6 inhibition - 0.9123 91.23%
CYP1A2 inhibition - 0.8744 87.44%
CYP2C8 inhibition - 0.9579 95.79%
CYP inhibitory promiscuity - 0.8937 89.37%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6623 66.23%
Carcinogenicity (trinary) Non-required 0.6650 66.50%
Eye corrosion + 0.7155 71.55%
Eye irritation + 0.7905 79.05%
Skin irritation - 0.9173 91.73%
Skin corrosion - 0.9915 99.15%
Ames mutagenesis - 1.0000 100.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6213 62.13%
Micronuclear - 1.0000 100.00%
Hepatotoxicity - 0.5849 58.49%
skin sensitisation - 0.9687 96.87%
Respiratory toxicity - 0.9889 98.89%
Reproductive toxicity - 0.9778 97.78%
Mitochondrial toxicity - 1.0000 100.00%
Nephrotoxicity + 0.5381 53.81%
Acute Oral Toxicity (c) IV 0.7719 77.19%
Estrogen receptor binding - 0.7577 75.77%
Androgen receptor binding - 0.8512 85.12%
Thyroid receptor binding - 0.6795 67.95%
Glucocorticoid receptor binding - 0.7501 75.01%
Aromatase binding - 0.8571 85.71%
PPAR gamma - 0.6399 63.99%
Honey bee toxicity - 0.9722 97.22%
Biodegradation + 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9772 97.72%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL340 P08684 Cytochrome P450 3A4 19952.6 nM
19952.6 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL3797 Q13315 Serine-protein kinase ATM 25118.9 nM
Potency
via CMAUP
CHEMBL1963 P16473 Thyroid stimulating hormone receptor 79.4 nM
79.4 nM
79.4 nM
Potency
Potency
Potency
via CMAUP
via Super-PRED
via CMAUP
CHEMBL1075138 Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 19952.6 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.69% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 94.46% 85.94%
CHEMBL299 P17252 Protein kinase C alpha 94.20% 98.03%
CHEMBL2581 P07339 Cathepsin D 93.74% 98.95%
CHEMBL1907 P15144 Aminopeptidase N 87.14% 93.31%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.74% 97.29%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.54% 95.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.42% 96.95%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.41% 91.81%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.67% 97.21%
CHEMBL2996 Q05655 Protein kinase C delta 81.58% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.06% 93.56%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.92% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.70% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.36% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.28% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.20% 97.25%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Panax ginseng

Cross-Links

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PubChem 7641
NPASS NPC308301
ChEMBL CHEMBL1414950
LOTUS LTS0142337
wikiData Q412835